Holiday rentals with a patio in Plymouth

Bahari Blu Tobago Saltwater pool? Beach or both?

Offering 25% weekly (7 days or more) discount rates from $350 USD starting on Sept 15,2025 to Oct 20, 2025. Built on an elevation that delivers unimaginable sunsets with astounding afterglows. Affordable space for a family or group of friends who would like to share an artsy vacation home. Reconnect. Celebrate life together. Home is open concept with cathedral ceilings, a well equipped kitchen and a saltwater pool. Comfy beds, luxurious linen. Dbl occupancy 8 guests. Single bed on request

TOPAZ: Classy, cozy condo near beaches & airport

Enjoy a stylish and refreshing experience at this conveniently located condo unit. Ideally situated within walking distance of 2 of the most popular beaches on the island and less than 5 mins drive from the airport. Exclusive access to a variety of food and drink establishments. If eating out is not your thing, our fully equipped kitchen provides the tools to create your own awesome meals. After a meal, enjoy the cool breeze of our outdoor patio. Prefer to relax indoors? Just say "Alexa..."

Carlton’s Haven at Robyn’s Nest

Carlton’s Haven at Robyn’s Nest Tucked away in the tranquil village of Union, Tobago, Carlton’s Haven is a modern two bedroom, two bath, condo style duplex designed to make you feel completely at ease. Surrounded by lush greenery, the soothing sounds of birds, and cool island breezes, it’s your perfect escape into nature while still enjoying contemporary comfort and style. A 5-minute drive from Scarborough our capital putting local markets, beaches, and cultural gems right at your fingertips.

Buccoo Homes II 9.4C

Enjoy a stylish experience at this centrally-located place. Welcome to Buccoo Homes II 9.4C. A luxury condominium experience, situated on the picturesque island of Tobago. Positioned along Tobago's Caribbean coast, only 15 minutes from the airport, the village of Buccoo offers an ideal beginning to your Tobago vacation. Allow us to serve as your gateway to this beautiful island, guiding you through its many wonders. We eagerly anticipate your arrival and hope you thoroughly enjoy your stay!

El Romeo, Casa Josepha | 10min Drive to Beaches!

Welcome to Casa Josepha, our bright, exquisite, new villa, featuring our romantic lux apartment- El Romeo. Wake up to tropical bird songs in our lush gardens. Enjoy the bright living and kitchen areas, retreat to your work space or siesta in your cozy bedroom. Only 12 minutes from the airport, a 5-12 minute drive to beaches, snorkeling, diving, biking, hiking, Buccoo reef, horseback riding, golf, and spas. Walk 2-16 minutes to restaurants, bakery, grocery, bar, mall, shopping and movies.

Oceanview Villa w/ Infinity Pool

Enjoy a relaxing escape at our oceanview villa. Nestled in a gated community, this serene retreat features magnificent ocean views and an infinity edge pool. The villa comfortably sleeps 6, with 3 spacious bedrooms and 3 full bathrooms, providing plenty of room to unwind. With private parking and the security of a gated setting, it’s perfect for families, friends, or couples seeking comfort and stunning views. Make your stay memorable in this well-appointed home away from home.

Plymouth View Villa: 2br & Pool

Bring the whole family to this great place with lots of room for fun. Our lovely villa in the serene paradise of Tobago is the perfect retreat! It offers a peaceful location where you can relax and unwind with your loved ones. One of the highlights of our villa is the wrap balcony, offering glimpses of the ocean in the distance. It's the perfect spot to savor your morning coffee or enjoy an evening cocktail while witnessing breathtaking sunsets that will leave you in awe.

Island breeze penthouse

Forget your worries in this elegant, beautiful and relaxing space. Our penthouse is located at Building 9, Apartment 4D. Sip your coffee in our balcony while enjoying the morning island breeze and a view of the pool. You will find delicious doubles just in front of the compound and the best chicken sandwich from Block 22. Enjoy both pools, one in the morning and the other in the evening. There is a gym, one minute away, next to to the food court.

Buccoolito 2B - Modern Condo w/Pool | Near beach

Comfort, convenience, and island charm await at Buccoolito 2B Enjoy this 2-bedroom, 2-bathroom modern condo with a fully equipped kitchen and a perfect view of the pool. Located in a secure, gated development with 24/7 security, Buccoolito 2B is just 15 minutes from both the airport and the ferry terminal. Centrally located, minutes away from the Picturesque Buccoo Beach and 15 minutes drive to the Popular Pigeon Point Beach and Store Bay Beach.

Sunset on the ocean

This apartment is unique in the Tobago short term rental space. Brand new, stylish "island chic" place offers ocean views and is right above one of the most stunning Tobago beaches. You have ample space for your family or as friends to enjoy spacious living and dining space, top of the art kitchen. The two bedrooms and 2.5 bathrooms give you the space to enjoy this calm yet very well located new spot.

Mary's Hill Guest house

Introduction This beautifully built wooden lodge is situated on a hillside off the quiet Scarborough to Plymouth road. It looks out over mature trees across the valley to the green hills on the other side, and at the rear of the premises there’s a garden laid to lawn with pretty shrubs, at the top of which is a chain link fence and a line of palms giving privacy to the house, its garden and pool.

'LITTLE OASIS' Luxury Apartment, Mt Irvine, TOBAGO

LITTLE OASIS, situated on one of the prettiest two-acre private estates at Mt Irvine, Tobago, is just 25 mins. drive from the Airport and 35 mins. from the Ferry Terminal. Neighboring the Mt Irvine beach facilities and Golf Course, you'd love being conveniently positioned to many handy amenities and to some of the best beaches this side of the Caribbean Sea.